4-[(S)-amino(carboxy)methyl]-2-hydroxybenzoic acid

• ChemBase ID: 131141
• Molecular Formular: C9H9NO5
• Molecular Mass: 211.17146
• Monoisotopic Mass: 211.04807239
• SMILES: c1cc(c(cc1[C@@H](C(=O)O)N)O)C(=O)O
• Canonical SMILES: N[C@@H](c1ccc(c(c1)O)C(=O)O)C(=O)O
• InChI: InChI=1S/C9H9NO5/c10-7(9(14)15)4-1-2-5(8(12)13)6(11)3-4/h1-3,7,11H,10H2,(H,12,13)(H,14,15)/t7-/m0/s1
• InChIKey: GXZSAQLJWLCLOX-ZETCQYMHSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 4-[(S)-amino(carboxy)methyl]-2-hydroxybenzoic acid
• IUPAC Traditional name: 4-[(S)-amino(carboxy)methyl]-2-hydroxybenzoic acid
• Synonyms: (S)-4C3H-PG; 4-Carboxy-3-hydroxy-L-phenylglycine

Database IDs

• CAS Number: 85148-82-9
• MDL Number: MFCD00216829
• PubChem SID: 162225419
• PubChem CID: 5311455

CALCULATED PROPERTIES

• Acid pKa: 1.1112857
• H Acceptors: 6
• H Donor: 4
• LogD (pH = 5.5): -3.8962827
• LogD (pH = 7.4): -4.969132
• Log P: -1.5463198
• Molar Refractivity: 49.5984 cm^3
• Polarizability: 19.124706 Å^3
• Polar Surface Area: 120.85 Å^2
• Rotatable Bonds: 3
• Lipinski's Rule of Five: true

PROPERTIES

Safety Information

• European Hazard Symbols: Irritant (Xi)
• German water hazard class: 3
• Risk Statements: 36/37/38
• Safety Statements: 26-36
• GHS Pictograms: GHS07
• GHS Signal Word: Warning
• GHS Hazard statements: H315-H319-H335
• GHS Precautionary statements: P261-P305 + P351 + P338
• Personal Protective Equipment: dust mask type N95 (US), Eyeshields, Gloves

DETAILS

Sigma Aldrich - C3586

Biochem/physiol Actions
Metabotropic GluR2/3 glutamate receptor agonist and GluR1 glutamate receptor antagonist